Synthesis of bridgehead-functionalized triptycene quinones via Lewis acid-promoted Diets-Alder reaction of 9-acyloxyanthracenes

被引:13
作者
Matsumoto, Kenji [1 ]
Nakano, Rina [1 ]
Hirokane, Tsukasa [1 ]
Yoshida, Masahiro [1 ]
机构
[1] Tokushima Bunri Univ, Fac Pharmaceut Sci, Yamashiro, Tokushima 7708514, Japan
关键词
Triptycene; Triptycene quinone; Diels-Alder reaction; Anthracene; Lewis acid; CATALYZED DIELS-ALDER; 9-SUBSTITUTED ANTHRACENES; DERIVATIVES; IPTYCENES; DESIGN;
D O I
10.1016/j.tetlet.2019.03.001
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we show that bridgehead-functionalized triptycene quinones can be rapidly and conveniently prepared in good to high yields by Lewis acid-catalyzed cycloaddition of 1,4-benzoquinones and 1,4-naphthoquinones to 9-acyloxyanthracenes and probe the substrate scope of this transformation. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:975 / 978
页数:4
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